Application of multi-component reactions to antimalarial drug discovery. Part 1: Parallel synthesis and antiplasmodial activity of new 4-aminoquinoline Ugi adducts

Chitalu C Musonda; Dale Taylor; Julie Lehman; Jiri Gut; Philip J Rosenthal; Kelly Chibale

doi:10.1016/j.bmcl.2004.05.063

Application of multi-component reactions to antimalarial drug discovery. Part 1: Parallel synthesis and antiplasmodial activity of new 4-aminoquinoline Ugi adducts

Bioorg Med Chem Lett. 2004 Aug 2;14(15):3901-5. doi: 10.1016/j.bmcl.2004.05.063.

Authors

Chitalu C Musonda¹, Dale Taylor, Julie Lehman, Jiri Gut, Philip J Rosenthal, Kelly Chibale

Affiliation

¹ Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa.

PMID: 15225694
DOI: 10.1016/j.bmcl.2004.05.063

Abstract

The synthesis of a new class of Ugi adducts incorporating the 4-aminoquinoline moiety is described. The novel compounds are active against both chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum with the best compound showing an IC(50) value of 73 nM against a resistant K1 strain.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Antimalarials / chemical synthesis*
Antimalarials / chemistry
Antimalarials / pharmacology*
Chloroquine / chemistry
Mefloquine / chemistry
Molecular Conformation
Molecular Structure
Plasmodium falciparum / drug effects*
Quinine / chemistry
Structure-Activity Relationship

Substances

Antimalarials
Chloroquine
Quinine
Mefloquine